
House holiday rentals in Key West
Find and book unique houses on Airbnb
Top-rated house rentals in Key West
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Key West
House rentals with a pool

Sandbox

Endless Summer

Oceanfront with Pool near Sombrero Beach

Oceanfront, Resort-like luxury home with private p

OCEAN PARADISE AT VENTURE OUT + 4 BIKES/ 2 KAYAKS!

Funky Chicken Cottage with Shared Pool

P31 - 11785 5th Ave. Ocean

Catherine House: A charming Old Town Key West
Weekly house rentals

Waterfront Escape -VACA-23-408

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

Florida Keys Oceanside Utopia

Private Ocean Oasis by Key West, Florida

Waterfront Private Home w/Pool-Family&Pet Friendly

“La casa azul” step 3’ to a private pool

Viamarhe House-Private beach, Kayak, yard games

Serenity Bay Estate-FL Keys Best Kept Secret! Beau
Private house rentals

KCB Tropical Escape

Waterfront Oasis w/Private Pool-Dockage-Beach

Sailfish Dream on Cudjoe Key-28 day minimum

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

Casa Calypso 3bed3bath sleeps 8 beautiful decorate

Gorgeous Ocean View Home!

Boat Dock+King Beds & Cabana Club

Waterfront Heated Pool 120 ft Boat Dock
Quick stats about house rentals in Key West
Total rentals
640 properties
Nightly prices starting at
€ 52 before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
550 properties are a good fit for families
Pet-friendly rentals
310 properties allow pets
Rentals with a pool
440 properties have a pool
Destinations to explore
- Florida Keys Holiday rentals
- Havana Holiday rentals
- Miami Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Tampa Holiday rentals
- Central Florida Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a kayak Key West
- Rentals with breakfast Key West
- Rentals with outdoor seating Key West
- Rentals with a hot tub Key West
- Beach house rentals Key West
- Hotel rentals Key West
- Beach apartment rentals Key West
- Rentals with a firepit Key West
- Cottage rentals Key West
- Rentals with an accessible-height toilet Key West
- Houseboat rentals Key West
- Family-friendly rentals Key West
- Rentals with a patio Key West
- Beachfront rentals Key West
- Smoking-friendly rentals Key West
- Rentals with a washing machine and dryer Key West
- Luxury rentals Key West
- Apartment rentals Key West
- Villa rentals Key West
- Family-friendly rentals Key West
- Flat rentals Key West
- Rentals with an EV charger Key West
- Mansion rentals Key West
- Fitness-friendly rentals Key West
- Rentals with beach access Key West
- Rentals with pools Key West
- Pet-friendly rentals Key West
- Waterfront rentals Key West
- Townhouse rentals Key West
- Rentals with a fireplace Key West
- Rentals with lake access Key West
- House rentals Monroe County
- House rentals Florida
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do Key West
- Tours Key West
- Art and culture Key West
- Sightseeing Key West
- Things to do Monroe County
- Food and drink Monroe County
- Sports activities Monroe County
- Nature and outdoors Monroe County
- Sightseeing Monroe County
- Art and culture Monroe County
- Tours Monroe County
- Things to do Florida
- Art and culture Florida
- Tours Florida
- Sightseeing Florida
- Food and drink Florida
- Wellness Florida
- Sports activities Florida
- Entertainment Florida
- Nature and outdoors Florida
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Tours United States
- Food and drink United States